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3913 Dewberry Lane, St James City
$300,000
2 Beds ⋅ 2 Baths ⋅ 2026040545 MLS
BOATER’S PARADISE! Welcome to this beautifully renovated waterfront home featuring approximately 50 feet of seawall on a wide, deep canal with NO fixed bridges, offering easy access for larger boats and even accommodating a sailboat. Enjoy convenient boating access to some of Southwest Florida’s most beautiful destinations, including Sanibel, Captiva, Cayo Costa, and North Captiva. This property has been fully renovated with a new roof, new electrical, new plumbing, new flooring, and beautifully tiled bathrooms. Both bathrooms feature showers, and the primary suite offers a spacious walk-in closet. With NO HOA, NO age restrictions, and NO rental restrictions, this property offers exceptional flexibility for both personal use and investment. Whether you’re looking for a waterfront getaway, full-time residence, or investment property, this home offers the perfect combination of boating access, modern updates, and freedom. PID 02-46-22-20-0000D-0310

3913 Dewberry Lane, St James City

5228 Stringfellow Road, St James City
$549,900
3 Beds ⋅ 2 Baths ⋅ 2026040187 MLS
An opportunity like this rarely becomes available on Pine Island! Nearly 5.5 acres of mostly cleared, usable land with AG zoning, public water, a private well, irrigation, gated entry, and an existing 3-bedroom, 2-bath home offer a unique opportunity for anyone seeking space, flexibility, and the freedom to pursue an agricultural or homestead lifestyle. Set along Stringfellow Road, this property offers the kind of acreage that is increasingly difficult to find on Pine Island. The land has previously been used for agriculture and includes irrigation that can support the property’s potential nursery or mango operation. Whether your vision is an island homestead, agricultural venture, nursery, growing operation, hobby farm, or simply owning a substantial piece of Pine Island with room to spread out, this property deserves a serious look. The existing home provides a comfortable base while you develop the property around your vision. Recent improvements include a newer HVAC system, impact windows and front door, and luxury vinyl flooring, providing a solid foundation for immediate occupancy or future updates. Soak in the pool after a day of farm work or after coming in off the boat, with a catch of local favorites: Snook, Redfish, and Grouper. The barn also adds value, with a structure already in place to work from or store all the toys you could want on an island farm with quick access to Pine Island Sound. The zoning and potential agricultural exemptions add another important layer of value and flexibility. The gated entrance just off the main road provides privacy while the expansive acreage gives you something increasingly rare in Southwest Florida: room to breathe, room to work, and room to create. And then there is the Pine Island lifestyle. Spend your mornings tending the property, growing your own produce, working with plants, or simply enjoying the privacy of your own acreage. When the day's work is done, you're minutes from Pine Island's legendary boating, fishing, waterfront restaurants, marinas, and the laid-back Old Florida lifestyle that makes this island so special. If you've been looking for a property where you can live, work, grow, and build your own Pine Island vision, you need to see this in person. Properties with this combination of acreage, zoning, infrastructure, and location are truly once-in-a-lifetime.

5228 Stringfellow Road, St James City

2471 AVOCADO Street, St James City
$599,000
3 Beds ⋅ 2 Baths ⋅ 2026037929 MLS
Experience owning a slice of paradise in this fully and tastefully remodeled home. Each room has been extensively updated to enjoy comfortable island living within its light filled spaces. The new kitchen and baths with walk-in showers are amazing. A metal roof was installed three years ago, and recently a water heater. This area of the island is golf cart friendly so you may ride it to local restaurants, bars, shopping or simply cruise around the entire neighborhood. Whether used as a full-time residence, seasonal, or an investment property, this home would easily fulfill your desires. Pine Island is a nature lover's paradise in addition to offering access to world class fishing. It has several county parks and a bike path almost the entire length of the island. Are you a baseball fan? Southwest Florida has many MLB spring training locations all within an easy drive. If you enjoy sun, salt, fishing, boating, baseball or great fresh seafood, Pine Island is the right place for you and your family. Start living on "Island Time."

2471 AVOCADO Street, St James City

3989 Sunshine Boulevard, St James City
$869,000
3 Beds ⋅ 2 Baths ⋅ 2026037659 MLS
Highest Point on the Island, NO flooding, NO hurricane Damage and newer metal roof! A rare opportunity to own a completely renovated private estate nestled on nearly five acres in the heart of St. James City. From the moment you enter through the gated entrance, a long private driveway winds through beautifully landscaped grounds and this exceptional property makes a statement, surrounded by extensive landscaping and an impressive collection of tropical palms that create a private, resort-like setting. Completely renovated throughout, this three-bedroom, two-bath compound offers approximately 2,004 square feet of beautifully designed living space, blending refined finishes with the relaxed sophistication of island living. The master bedroom has a private spa like bathroom with a soaking tub and separate shower. The chefs kitchen has been tastefully designed and offers an open layout perfect for entertaining! The triple sliders in the living room offer a very welcoming island breeze! This home offers 2 special things you don't find often, an ELEVATOR so you don't have walk the steps up and also a conveyor belt for your groceries!!! This 2 story home also offers screened lanai and balcony with high end epoxy flooring. This makes for watching those island sunsets so peaceful with your tranquil surroundings. You will also find Beyond the residence, plenty of rooms for all your fruit trees. A serene private pond and dramatic custom rock waterfall create an unforgettable tropical backdrop, while the expansive acreage offers privacy, beauty and ENDLESS possibilities. Car enthusiasts and collectors will appreciate the impressive six-car garage, providing extraordinary space for vehicles, toys, boats a workshop or stables!! With coveted Stringfellow Road frontage, nearly five acres of beautifully landscaped grounds, AG-2 agricultural zoning and a gated setting, this estate offers a level of versatility and privacy that is increasingly difficult to find. More than a home, this is a private tropical retreat where lush palms, water features, expansive grounds and exceptional amenities come together to create one of St. James City’s most distinctive acreage properties. This compounds offers luxury living and peaceful island living.

3989 Sunshine Boulevard, St James City

5301 Doug Taylor Circle, St James City
$149,000
2026037244 MLS
RARE INDUSTRIAL LOT OPPORTUNITY ON PINE ISLAND! This is your chance to own the ONLY currently available lot in Pine Island Industrial Park—and one of the few industrial properties on Pine Island offering a beautiful lake view! This property offers an exceptional combination of commercial potential, convenient location, and a unique waterfront setting. Situated within Pine Island Industrial Park, this lot provides an excellent opportunity for a business owner, contractor, investor, or entrepreneur looking to establish a presence on Pine Island. The property's industrial setting offers flexibility for a variety of potential uses, while its lake frontage/view provides a setting that is anything but typical for an industrial property. With limited industrial inventory on Pine Island, opportunities like this don't come along often. Whether you're looking to build a business location, secure a property for future development, or invest in one of Pine Island's limited commercial/industrial parcels, 5301 Doug Taylor Circle is worth a closer look. The only available lot in Pine Island Industrial Park + a lake view = a truly unique Pine Island opportunity. Don't miss your chance to secure this rare piece of commercial real estate in St. James City!

5301 Doug Taylor Circle, St James City

2755 Cussell Drive, St James City
$4,250,000
3 Beds ⋅ 4 Baths ⋅ 226030290 MLS
Welcome to an extraordinary waterfront estate where 3.4 acres, exceptional boating access and resort-style living come together in one remarkable property. With 1,561 feet of deep-water canal frontage, commanding wide-water views and boating access leading out to the harbor and beyond, this is the kind of Southwest Florida estate that immediately stands apart. On 9/9/26, two parcels were legally combined to create an exceptionally unique waterfront footprint. The consolidation may also provide an opportunity for reduced property taxes. Enter through the private stunning gate and follow a palm tree lined driveway to this custom Stearns-built residence, offered furnished. Inside, the dramatic great room rises 21+ feet, with a floor-to-ceiling stone fireplace, maple ceilings, cherry built-ins and an impressive open staircase. High-end craftsmanship and substantial architectural details carry throughout the home. A dedicated office and separate media room provide rooms for working and relaxing. Open the generous glass doors and the property transforms into a waterfront resort. The expansive lanai overlooks a zero-edge infinity pool and whirlpool, with a full outdoor kitchen, cypress ceilings, fire feature and entertaining areas. Watch manatees move through the canal, dolphins pass the dock and boats cruise by while entertaining poolside. From sunrise coffee by the water to sunset cocktails around the pool, this is a home built for the Florida lifestyle—where weekends feel like vacations and the hardest decision may be whether to take the boat or the golf cart. For boaters and anglers, a custom boathouse features a captain's walk and an 8,000-pound boat lift, while a 90-foot dock provides additional room for larger or visiting vessels. From here, explore Sanibel Island, Captiva, Cayo Costa, Cabbage Key and the Gulf, with world-class fishing, waterfront restaurants and island destinations accessible by boat. The infrastructure behind the lifestyle is equally impressive, with impact windows, a whole-home and pool equipment generator, whole-house dehumidification system, 1,000-gallon buried propane tank, multi-zone air conditioning and ultra-high-speed internet connectivity. Even more impressive, current flood insurance is less than $1,700 annually. Two garages accommodate six vehicles, with high ceilings offering the potential to add lifts—an incredible setup for the car enthusiast, collector or anyone who needs room for the toys. Located just one mile from the heart of Saint James City, you can hop on your golf cart and enjoy local restaurants and the laid-back island atmosphere that makes this community so unique. The real story here can't be duplicated: 3.4 acres, 1,561 feet of waterfront plus an open basin view, serious boating infrastructure, a custom estate and resort-style outdoor living in one of Southwest Florida's most distinctive boating communities. After all, why own any old waterfront home when you can own one that is truly remembered?

2755 Cussell Drive, St James City

3742 Tangelo Drive, St James City
$459,000
3 Beds ⋅ 2 Baths ⋅ 2026036307 MLS
Some homes are simply well maintained—3742 Tangelo Drive is maintained to an entirely different standard. Its immaculate condition, thoughtful upgrades and unmistakable pride of ownership immediately set it apart. Built in 2016 on an oversized 0.31-acre lot in St. James City’s Tropical Homesites neighborhood, this exceptional 1,553-square-foot home offers 3 bedrooms, 2 bathrooms, a 2-car garage, quality, comfort and authentic island living. Constructed of concrete block with impact-resistant windows and doors, the home is topped with a new standing-seam metal roof. The homesite was also extensively filled and elevated well beyond basic building requirements. This elevated, storm-conscious home is about as well prepared as island living gets—and has no history of flooding. A paver driveway creates a polished first impression. Inside, high ceilings, tall doorways and high-end tile flooring create a bright, open and welcoming atmosphere. Every room feels clean, spacious and thoughtfully finished. The kitchen features granite countertops, stainless-steel appliances and plenty of space for preparing meals and entertaining. Granite surfaces and refined finishes continue into the bathrooms. The spacious primary suite provides a comfortable retreat with two walk-in closets, dual vanities and a large walk-in shower. Both guest bedrooms are generously sized, offering flexibility for visitors, an office or hobbies. The home may also be purchased fully or partially furnished, if desired, making the transition to island living even easier. Florida living truly shines outside. Relax on the screened lanai or entertain around the new custom outdoor kitchen, complete with granite countertops, a built-in gas grill, refrigerator and sink. It is ready for weekend cookouts, evening gatherings and effortless outdoor dining. The large lot offers an uncommon sense of space, while the meticulously maintained exterior perfectly complements the pristine interior. Tropical Point Park and its waterfront beach area are within walking distance, placing kayaking, fishing, picnics and unforgettable sunsets just moments away. Beyond the park is Pine Island’s wonderfully unconventional character—a place where working waterfronts, tropical fruit groves, roadside produce stands, local artists, fishing boats and colorful personalities remain part of everyday life. Days move at their own pace, neighbors wave as they pass and flip-flops are appropriate almost everywhere. It is Old Florida with a little quirk, a lot of personality and none of the polished sameness found elsewhere. This is more than a move-in-ready home—it is an opportunity to own an exceptionally cared-for, thoughtfully constructed property in a lifestyle increasingly difficult to find. With its premium improvements, elevated homesite, storm-conscious construction, outstanding outdoor living spaces and distinctly Pine Island setting, 3742 Tangelo Drive stands apart from the competition.

3742 Tangelo Drive, St James City

4873 Sandpiper Drive, St James City
$67,000
2026035701 MLS
Located in Flamingo Bay on Pine Island, this property offers the relaxed Southwest Florida lifestyle. Enjoy boating, fishing, kayaking, and the laid-back island atmosphere. Pine Island is well known for its outdoor recreation and easy access to the bay and Gulf to world class fishing. An excellent opportunity to secure your piece of Pine Island to put your manufacture home or build a home. This lot is cleared and has a nice oak tree for shade. The HOA is voluntary or if you chose to become a member it is a one- time membership fee of $500.00, plus an annual fee of $325.00 per person. Members have access to a variety of recreational amenities, including heated pool, boat ramp, pickleball court, Shuffleboard, horseshoe pit and a Club house for community activities. The property is located near local restaurants, shopping, banks, and churches.

4873 Sandpiper Drive, St James City

3400 Coquina Lane, St James City
$459,900
2 Beds ⋅ 2 Baths ⋅ 2026034789 MLS
Peaceful Island Retreat Escape to your own slice of Peaceful Island Paradise! Tucked away on the southern end of Pine Island and nestled along saltwater-fed Lake Castile, this beautifully maintained 2019 home offers the privacy, tranquility, and laid-back lifestyle you’ve been dreaming of—while keeping boating, dining, nature, and island entertainment just minutes away. Inside, the modern coastal design is filled with natural light thanks to an abundance of windows and features an open floor plan with soaring ceilings, a gorgeous living room with a gas fireplace, and an eat-in chef’s kitchen complete with a gas range. The spacious primary suite is joined by a junior primary suite, making this home ideal for guests or multi-generational living. Outside is where island living truly shines. Spend lazy afternoons lounging by the pool, enjoy happy hour overlooking the lake, and take in Pine Island’s spectacular sunsets surrounded by mature trees and native wildlife. And for the ultimate retreat, the property includes an air-conditioned she-shed—the perfect private space for a home office, creative studio, hobby room, reading retreat, or simply your own place to escape. The oversized garage features built-in cabinetry and a dedicated workshop area, while ample parking makes entertaining easy. Additional highlights include a propane tankless water heater, propane dryer, impact windows and doors throughout, and a durable metal roof. Best of all, you’re just 5 minutes from a marina and boat launch, with nature trails and preserves within walking distance and local restaurants offering live entertainment nearby. Come discover the peaceful island life you’ve been waiting for—where every day feels like a getaway!

3400 Coquina Lane, St James City

8500 Redwood Drive, St James City
$579,000
4 Beds ⋅ 3 Baths ⋅ 2026034504 MLS
This immaculately maintained home must be seen to be truly appreciated. Every detail has been thoughtfully selected with quality, comfort, and convenience in mind. The primary kitchen is a chef’s dream, featuring high-end LG Smart appliances, beautiful granite countertops, and a matching backsplash that makes both cooking and cleanup a pleasure. The bright, open-concept living area provides the perfect setting for relaxing or entertaining. The spacious primary bedroom includes a comfortable sitting area with beautiful views of the pond. The en-suite bathroom features dual sinks and a large walk-in shower. The upstairs living area is easily accessible through the expansive screened lanai, with your choice of stairs or the convenience of a lift. Adding even more versatility to this exceptional property is the fully finished apartment area downstairs. This private one-bedroom, one-bath space includes a complete kitchen and living area, making it ideal for in-laws, extended family, guests, or additional living accommodations. Outside, you’ll find abundant storage, covered two-car parking, a dual-fuel generator, and an RV hookup. The picturesque pond is stocked with fish that eagerly gather for feeding, while the private dock provides the perfect spot to enjoy the peaceful surroundings and observe the visiting fish and wildlife. With its exceptional features, thoughtful design, and incredible versatility, this property truly offers something special. Come see for yourself—you may have just found your dream home!

8500 Redwood Drive, St James City

3822 Blueberry Lane, St James City
$364,900
2 Beds ⋅ 2 Baths ⋅ 2026029221 MLS
PRICE IMPROVEMENT!! NOW 364,900! Direct Gulf Access • Island Vibes • Laid-Back St. James City Living!! St. James City Waterfront Living — Minutes to Open Gulf Waters! Welcome to your slice of island life in St. James City on beautiful Pine Island, FL. This direct Gulf-access manufactured home sits on a quiet canal just minutes from open water, offering effortless boating, world-class fishing, and postcard sunsets right from your own backyard. Step outside and embrace the laid-back coastal lifestyle — fish from your private dock, launch your boat from your 8k lb boat lift for a day on the Gulf, or unwind as the sky glows over the mangroves each evening. This is the kind of place where neighbors wave from golf carts, salty breezes drift through the palms, and every day feels like vacation. Property & Lifestyle Highlights: 2023 manufactured home with 2 bedroom & 2 bath open concept great for entertaining! Stainless steel appliances, and a kitchen island with seating to accommodate your guests. Open and bright functional space with plenty of room for dinner parties. Large covered deck facing the canal where you can enjoy your morning coffee and watch your neighbors boat by. Large concrete dock, composite dock and 8k lb boat lift with canopy for your boating adventures! Direct Gulf access — no bridges, no delays, just pure boating freedom! Private dock for fishing, kayaking, or keeping your boat ready to go. Island vibe with maintenance free landscaping and relaxed coastal charm. Golf-cart friendly community — ride to waterfront restaurants, bars, and shops. Live music and local seafood minutes away! Sunset views that make every evening unforgettable. Whether you’re seeking a weekend escape, a full-time coastal retreat, or a vacation rental opportunity, this home delivers the best of Pine Island living — laid back, waterfront, and wonderfully unhurried. Schedule your private showing today and discover the relaxed beauty of island living!

3822 Blueberry Lane, St James City

3728 Gasparilla Street, St James City
$454,000
5 Beds ⋅ 4 Baths ⋅ 2026027064 MLS
Welcome to an exceptional opportunity offering THREE LIVING SPACES completely renovated, upgraded, and updated on one spacious property! The main residence features 3 bedrooms, 2 bathrooms, and approximately 1,800 square feet of thoughtfully updated space, PLUS an attached EFFICIENCY apartment and a DETACHED 2-bedroom, 1-bath Guest House - Additional Dwelling Unit (ADU), creating endless possibilities for multi-generational living, guest accommodations, rental income, or a private home office. The main home has been extensively renovated from top to bottom with updated electrical, plumbing, spray foam insulation, Argon gas windows, architectural shingle roof, central air conditioning with Wi-Fi thermostat, on-demand water heater, luxury water-resistant vinyl flooring, custom trim, six-panel doors, recessed lighting, Wi-Fi controlled ceiling fans, and fresh interior paint throughout. The stunning kitchen showcases custom cabinetry with Lazy Susan storage, custom tile backsplash, stainless steel appliances, under-cabinet microwave, and flexible faucet. The spacious living room is highlighted by a custom tongue-and-groove ceiling, built-in entertainment wall, and electric fireplace with customizable Wi-Fi lighting and heat settings. The attached efficiency apartment offers approximately 484 gross square feet (not included in the county heated living area) and is privately separated from the main home with locking French doors while maintaining its own exterior entrance. Complete with a full kitchen, full bathroom, washer/dryer combo, mini-split HVAC system, ceramic tile flooring, custom finishes, and private living space, it's ideal for guests or rental income. Also located on the property is a detached 588 -square-foot ADU (not included in the county heated living area) featuring 2 bedrooms, 1 bathroom, a full kitchen with new cabinetry and appliances, stacked washer/dryer, mini-split air conditioning, updated bathroom, ceramic tile flooring, French doors, and covered front porch. Outside, you'll find room for all your toys with ample parking for boats, RVs, trailers, and work vehicles. Two separate RV/camper hookups include electric and septic connections. Relax beneath mature oak trees or enjoy fresh fruit from the producing mango tree. Enjoy watching your 2 lemon trees mature and come to fruition. The extended front porch with three ceiling fans creates the perfect place to unwind. Located less than a half mile from a public boat and kayak launch and just minutes from pickleball, tennis courts, restaurants, shopping, and entertainment, this unique smart-home property offers incredible flexibility for homeowners and investors alike. Live in one residence while generating rental income from the others, accommodate extended family, or create the ultimate private compound.   Plus, Offering a 1 year home warranty! An extraordinary offering like this is truly one of a kind!

3728 Gasparilla Street, St James City

8787 Kodiak Lane, St James City
$549,900
2 Beds ⋅ 2 Baths ⋅ 2026029107 MLS
SELLER FINANCING AVAILABLE! RARE PINE ISLAND ACREAGE HOME WITH HEATED SALTWATER POOL, 2,100-SQ.-FT. DETACHED GARAGE & TURNKEY FURNISHINGS! Opportunities like this are hard to find on Pine Island. Set on approximately 1.4 acres in St. James City, this charming custom home offers privacy, space, flexibility, and endless possibilities for full-time living, multigenerational living, a seasonal Florida retreat, or potential vacation rental use. SELLER FINANCING IS AVAILABLE, creating another option for buyers looking to make this unique Southwest Florida property their own. The beautifully remodeled 2-bedroom, 2-bath home was updated by Stearns Custom Home Builders and is full of coastal character, including board-and-batten walls, tongue-and-groove ceilings, beadboard accents, detailed trim work, and thoughtful finishes throughout. The remodeled kitchen features quartz countertops, stainless steel appliances, solid wood soft-close cabinetry, and decorative tilework. Hurricane-impact windows and doors add peace of mind, and the home is being sold TURNKEY FURNISHED. The layout offers excellent flexibility. Upstairs, the main living area includes a spacious primary bedroom and balcony overlooking the tropical pool setting. Downstairs, a private guest suite with kitchenette, walk-in closet, and bathroom creates a great setup for extended family, guests, multigenerational living, or separate living quarters. Outside, the property feels like a private Pine Island retreat. The detached heated saltwater pool is surrounded by lush tropical landscaping and mature palms, with plenty of room for entertaining, relaxing, and enjoying the Southwest Florida sunshine. One of the biggest highlights is the approximately 2,100-square-foot DETACHED CONCRETE GARAGE featuring a commercial-grade automatic roll-up door, additional air-conditioned room, 50-amp RV hookup, and newer RV pad. There is exceptional space for boats, RVs, vehicles, golf carts, workshop use, hobbies, recreational equipment, or storage. Located in St. James City, you are close to boat ramps, fishing, kayaking, waterfront dining, local restaurants, and the laid-back Old Florida lifestyle Pine Island is known for. For buyers searching for a Pine Island acreage home, St. James City pool home, property with RV and boat storage, multigenerational home, turnkey Florida getaway, or potential vacation rental, this property offers a combination of land, lifestyle, and versatility that is increasingly difficult to find. An additional approximately 1/2-acre corner lot adjoining the property is also available for purchase, creating the opportunity for even more land and future possibilities.

8787 Kodiak Lane, St James City

TBD Masters landing Drive, St James City
$342,423
2026027336 MLS
Treasure Hunt! 10+ Pristine Virgin Pine Island acres near open water on offer for your consideration in the Master's Landing vicinity. The address is not yet determined. The approximate measurement is as follows: 332' X 1367 (10+acres)'. Walk past the corner of Masters Landing Dr. Go east of Pirate Landing Ln there is a paper road once at the corner of those two roads you walk about 573 feet and you will be at the SW corner of this unamed parcel which is situated to the east of mls#2026025968 and shares a property line with it. Together these contigous parcels comprise a 27+ acre opportunity. Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers anyone looking to build a unique estate.

TBD Masters landing Drive, St James City

2360 Oleander Street, St James City
$715,000
2 Beds ⋅ 2 Baths ⋅ 2026015872 MLS
Experience the ultimate Southwest Florida waterfront lifestyle in this beautifully updated stilt home located in the charming fishing community of Saint James City. A stunning curved staircase creates a grand first impression, leading to a residence thoughtfully renovated with today's most sought-after features. Designed for both elegance and durability, the home boasts a metal roof, impact-resistant windows and doors, updated flooring throughout, and a beautifully remodeled kitchen featuring granite countertops, custom cabinetry, and new stainless-steel appliances. The bright, open living spaces are filled with natural light and perfectly positioned to capture coastal breezes and waterfront views. Step outside and discover what truly sets this property apart. Situated on a navigable canal with quick access to open water, the property includes a 7,000-pound boat lift, making it effortless to launch your next fishing adventure or sunset cruise. Anglers will appreciate having some of the finest fishing in Southwest Florida right at their doorstep, with easy access to Pine Island Sound, San Carlos Bay, and Gulf waters. The lower level offers a spacious storage room, providing ample space for fishing gear, boating equipment, kayaks, tools, and all your waterfront toys. After a day on the water, unwind in the covered patio area, the perfect setting for grilling fresh-caught seafood, entertaining friends, or enjoying casual outdoor dining while taking in the tropical surroundings. Just a short boat ride away, you'll find the pristine beaches and natural beauty of Cayo Costa State Park, famous for shelling, boating, fishing, and untouched Gulf-front shoreline.

2360 Oleander Street, St James City

2807 Cussell Drive, St James City
$240,000
2026025640 MLS
We are proud to present your slice of paradise on Pine Island with this rare gulf-access waterfront lot located in the peaceful boating community of St. James City. This spacious lot offers 110 feet of direct frontage on the Dawson Canal, providing straight-out, unobstructed access to Matlacha Pass and San Carlos Bay—no bridges—just effortless boating to world-class fishing, scenic island hopping, and waterfront dining. The rear of the property is already secured with rip rap shoreline protection along the entire length, providing durability, erosion control, and added peace of mind for your future waterfront build. To make things even easier, the lot has been improved with approximately 100 loads of fill dirt—an estimated $40,000 value—already in place, helping reduce site prep costs and accelerating your timeline to break ground. Tucked near the end of a quiet dead-end road, this homesite enjoys minimal traffic and maximum serenity, surrounded by canal-front homes, tropical palms, and the natural beauty Pine Island is known for. Just minutes away, you'll find local favorites like The Waterfront Restaurant, Low Key Tiki, and Phuzzy's Boat Shack, along with the charming, artsy village of Matlacha, filled with galleries, shops, and island flair. Outdoor enthusiasts will appreciate nearby kayaking trails, birdwatching areas, and nature preserves, while boaters have endless options with direct Gulf access to Sanibel, Captiva, and Cayo Costa. This is a unique opportunity to own a build-ready, rip rap-protected canal lot in one of Southwest Florida’s most laid-back coastal communities. Whether you're planning a full-time residence or a weekend escape, this property offers the perfect gateway to island living at its finest.

2807 Cussell Drive, St James City

2430 Orange Street, St James City
$292,500
2 Beds ⋅ 2 Baths ⋅ 2026025634 MLS
Welcome to your slice of paradise in the heart of St. James City! This beautifully remodeled 2-bedroom, 2-bath home perfectly embodies the relaxed island lifestyle that makes this waterfront community so desirable. Nestled on a quiet street, you'll enjoy peace and privacy while being just a short walk from several popular restaurants, waterfront bars, live music venues, and local favorites. Inside, you'll immediately appreciate the extensive updates throughout, including a remodeled kitchen with new stainless steel kitchen appliances (not pictured), updated bathrooms, new flooring, and stylish finishes that blend modern comfort with classic island charm. The home is filled with character and warmth, creating an inviting atmosphere that's hard to find at this price point. The spacious great room features soaring ceilings that enhance the open, airy feel of the home, while the primary suite offers its own dramatic vaulted ceiling, creating a true retreat. The oversized primary bedroom includes a private ensuite bathroom, walk-in closet, and a secluded balcony—perfect for enjoying your morning coffee or relaxing with an evening breeze. Whether you're looking for a full-time residence, winter getaway, or investment property, this home presents an exceptional opportunity to own a move-in-ready piece of island paradise. Affordable island homes with this level of updating, character, and location are becoming increasingly difficult to find. Spend your days fishing, boating, dining with friends, exploring the islands, or simply enjoying the laid-back atmosphere that makes St. James City so special. This home offers everything you need to start living the island dream—without the premium price tag. If you've been searching for the perfect entry point into the island lifestyle, this charming, updated home is the opportunity you've been waiting for.

2430 Orange Street, St James City

3420 1st Avenue, St James City
$1,484,000
3 Beds ⋅ 3 Baths ⋅ 2026024775 MLS
LOCATION LOCATION LOCATION! Your Slice of Paradise Awaits! Step into this fully furnished, turnkey waterfront masterpiece and prepare to be swept away by breathtaking panoramic views of Pine Island Sound and Sanibel Island. Nestled in one of Southwest Florida’s most coveted locations, this gulf-access pool home is a rare gem that blends luxury, comfort, and island charm. Interior Elegance Meets Coastal Chic Every inch of this home is thoughtfully designed with beachy, nautical décor that instantly transports you to vacation mode. The gourmet kitchen is a chef’s dream, featuring Cambria Quartz countertops, GE High-Profile stainless steel appliances, and a layout perfect for entertaining. Peace of Mind & Premium Upgrades Enjoy the security and style of a metal roof, impact-resistant windows and doors, plank tile flooring, and plantation shutters throughout. A new AC keeps things cool, while the shiplap lanai ceiling adds a touch of coastal sophistication. Outdoor Living at Its Finest Sip cocktails from your screened balcony as dolphins and manatees glide by. Take a dip in the heated saltwater pool, then unwind with the best sunsets in SWFL. With two covered boat lifts (14k & 7k lbs.), composite docks, and a fish cleaning station, your waterfront lifestyle is ready to launch. Island Adventures & Ultimate Convenience - Hop in your included golf cart (valued at $20K and loaded with extras) and explore nearby amenities, or cruise on your boat to local islands and beaches for world-class fishing and relaxation. This is more than a home—it’s a gateway to the island life you’ve always dreamed of. Fall in Love. Move to Paradise. Whether you're seeking a serene retreat or a vibrant coastal lifestyle, this home delivers it all. Don’t just buy a house—claim your piece of paradise.

3420 1st Avenue, St James City

2551 Tamarind Street, St James City
$440,000
2 Beds ⋅ 3 Baths ⋅ 2026024360 MLS
Welcome to this beautifully updated 2-bedroom, 2.5 bath home in the heart of Saint James City, where comfort, style, and entertainment come together. Featuring an oversized master suite with two spacious walk-in closets, separate an oversize shower and stand alone tub with his & her sinks, this home offers the space and functionality today’s buyers are looking for. Recent improvements provide peace of mind, including a new roof, stucco siding, back deck with covered lanai & screen enclosure, impact-resistant windows and doors, new appliances, all new HVAC & ducking and a new water heater. The house is equipped with a whole house generator hook up plug. The range is propane fueled. Another standout feature is the massive open downstairs area which is an incredible space perfect for entertaining, hosting game nights, creating a home theater, setting up a billiards room, or accommodating additional guests. The possibilities are endless. An air-conditioned garage adds valuable flexibility for hobbies, storage, a workshop, or fitness space. Outside, you’ll find a private backyard designed for enjoying the Florida lifestyle, with plenty of room for outdoor dining, gatherings, and enjoying your own tropical oasis, which has a irrigation system & outdoor landscape lighting as well. Whether you’re searching for a full-time residence, vacation getaway, or the ultimate place to entertain family and friends, this exceptional Saint James City home is basically a brand new home ready to enjoy! This house is a walk, bike ride, golfcart ride away from all that Saint James City has to offer. Including, a community park, bars & restaurants, marinas and plenty of events that are scheduled periodically throughout the year. Additional property available for purchase on west side of residence (Located behind house).

2551 Tamarind Street, St James City

4549 Courtney Road, St James City
$344,000
3 Beds ⋅ 3 Baths ⋅ 226019909 MLS
Island Retreat with Income Potential on a Full Acre! Tucked away on a private 1-acre agricultural lot in Saint James City, this two-story home offers a great mix of peaceful country living and proven rental flexibility. The upstairs features an open living layout with lots of natural light, white kitchen cabinets, butcher-block countertops, and a full bathroom with a soaking tub. Outside, the property features a durable metal roof and a huge yard with no HOA restrictions, giving you plenty of room to build a pool, put up a pole barn, or park your boats, trailers, and RVs. What really makes this property stand out is the enclosed downstairs space, which has a successful history as an Airbnb rental. This self-contained studio is completely separate and comes ready to go with its own kitchen setup, navy cabinets, and a custom bathroom with a glass walk-in shower. Outdoors, there is a large wooden deck and a fire pit area that's perfect for entertaining. Whether you want to live upstairs and let the downstairs pay your mortgage, use it for family, or add it to your rental portfolio, this Pine Island property offers a ton of options.

4549 Courtney Road, St James City

3569 San Carlos Drive, St James City
$1,999,900
3 Beds ⋅ 3 Baths ⋅ 2026002528 MLS
With unobstructed views of the bay, perfectly framed by the tropical landscape, this residence embodies the essence of waterfront living. Upon entering the main level, you will be greeted by an abundance of natural light and vistas complimenting the fireplace in a harmonious blend of coastal and classic design. Entertain family and friends in the formal dining area or the main level balconies overlooking your backyard as dolphins swim in the background. The kitchen boasts views of the bay and offers plenty of cabinet and counterspace, a gas range and a wet bar that connects the kitchen to the family room. The primary quarters offer two walk in closets and a spacious bedroom surrounded by mature landscaping that integrates with the natural beauty of the surroundings. The well appointed guest bedrooms, one on the main level and the other on the first floor, award your guests with privacy. On the first floor you'll find a separate sitting room, a den (which the owners used as an exercise room) and a laundry room with an extra refrigerator and sink. From the office and recreation rooms you can step outside onto the expansive patio, where the beauty of coastal living truly comes to life. Sip cocktails as you watch boats glide across the bay, or indulge in alfresco dining under the pergola covered in blooming flowers. This waterfront setting offers endless opportunities for outdoor recreation, from kayaking and paddleboarding to fishing and birdwatching. The boating community of St. James City is conveniently located a short boat ride away from the Sanibel Causeway and beaches to the south and to the north, through Pine Island Sound, to the world famous Cabbage Key, Useppa Island, and Boca Grande pass. Whether appreciating some of the most pristine natural habitats in SWFL, sport fishing for tarpon or bar hoping by water, the options are endless

3569 San Carlos Drive, St James City

3446 Pinetree Drive, St James City
$850,000
3 Beds ⋅ 2 Baths ⋅ 2026000121 MLS
Effortless luxury meets true Gulf access—without a single bridge in sight. Located on the PERFECTLY named Manatee Canal, where dolphins and manatees play, this professionally remodeled 3 bedroom waterfront residence on Pinetree Drive delivers DIRECT, deep-water access to the Gulf, complete with a covered boat lift and private kayak launch - a boaters dream! Super curb appeal on this oversized lot with extended driveway and additional parking across the street! Meticulously cared for and it shows both in and out of the home. Inside, the home showcases refined coastal elegance with neutral flooring throughout, a stunning chef’s kitchen featuring shaker-style cabinetry, a large open island, Jennair appliances and quartz countertops - its a beauty! Cornerstone did the remodel and it is spectacular! Filled with abundant natural lighting, luxury upgrades and thoughtfully designed to create a seamless blend of comfort and sophistication, this home flows and is the perfect size with spacious rooms and neutral colors! The outdoors is a DREAM - an EXTRAORDINARY maintenance-free entertainment oasis awaits—multi patios fully pavered and purpose-built for hosting, with multiple patios, a resort-style pool and stand alone spa, and a fully equipped outdoor kitchen - perfect to hang out with friends and enjoy the amazing paradise that surrounds you. A large fenced side yard, oversized lot, and additional parking across the street add rare convenience. Set in one of St. James City’s most desirable waterfront communities, this exceptional property offers the ultimate Pine Island lifestyle—plus the rare advantage of an ASSUMABLE 2.75% loan. There are so many additional special features such as a community boat ramp, a 17 mile biking/walking path, boating or walking to multiple restaurants and marinas - you are so close to days of adventures exploring the waters and the incredible islands that surround you. St. James offers a vibrant lifestyle where you can live your best life! If you are looking for more than just an ordinary home you have found it! ASSUMABLE FLOOD INSURANCE OF $1,529 a year!

3446 Pinetree Drive, St James City

4501 Royal Palm Ranch Drive, St James City
$995,000
3 Beds ⋅ 2 Baths ⋅ 2025024675 MLS
This property is located at 4501 Royal Palm Ranch Drive in St. James City, Lee County, Florida, and consists of approximately 10.68 acres situated at the end of a private road. The parcel is bordered by county preserve land, offering a setting with limited through traffic and surrounding open space. The property includes a ranch-style residence and additional land suitable for a variety of residential or agricultural uses, subject to local zoning and permitting requirements. Purchasing the home with furniture included is negotiable. The existing home has undergone recent updates, including a remodel completed within the past year and the installation of a new metal roof. According to the owner, the home experienced no reported damage or flooding from recent hurricanes. The residence is positioned to take advantage of the western view across the property, including a pond located behind the home and evening sunsets from the back porch. The land includes cleared and usable areas, with soil already staged and prepared for potential future construction or expansion. Buyers may choose to use the existing home as a primary residence, secondary residence, or temporary housing while planning additional improvements. The acreage also allows for consideration of agricultural uses such as a small farm or grove, subject to county regulations. Access to the property is provided by Royal Palm Ranch Drive, with the parcel located at the road’s end. The surrounding county preserve contributes to privacy and limits future development immediately adjacent to the property. Utilities and infrastructure should be independently verified by buyers based on intended use. An additional feature of this offering is the potential to acquire adjoining parcels, allowing a buyer to expand the total acreage up to approximately 41.97 acres. This presents opportunities for larger-scale land ownership, agricultural operations, or long-term land investment, depending on buyer objectives and regulatory compliance. The property is located within St. James City on Pine Island, an area known for its access to coastal resources, boating, fishing, and a rural residential atmosphere. Nearby towns and cities provide access to services, shopping, dining, and healthcare.

4501 Royal Palm Ranch Drive, St James City